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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875246Generated: October 26, 2026

Phenol → 3-bromo-5-({6-chloro-2-fluoro-3-[(6-oxo-6,7-dihydro-1H-purin-1-yl)methyl]phenyl}oxy)benzonitrile

https://huagongshe.com/reaction/1875246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantHCID 68485937HCID 68485937—
Reactantethyl 4-[(E)-dimethylaminomethylideneamino]-1H-imidazole-5-carboxylateHCID 87550540—
SolventDichloromethaneHCID 6344—
Product3-bromo-5-({6-chloro-2-fluoro-3-[(6-oxo-6,7-dihydro-1H-purin-1-yl)methyl]phenyl}oxy)benzonitrileHCID 6872323238.1%

Reaction Steps

The title compound was prepared in a manner similar to that described herein using 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-bromobenzonitrile (0.61 g, 1.715 mmol), ethyl 4-{[(1E)-(dimethylamino)methylidene]amino}-1H-imidazole-5-carboxylate (0.397 g, 1.887 mmol) and phenol (0.484 g, 5.15 mmol) in DCM (3 mL) to give 0.31 g (38%) of the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.58 (br. s., 1H), 8.45 (s, 1H), 8.17 (br. s., 1H), 7.93 (s, 1H), 7.58 (d, 2H), 7.47 (d, 1H), 7.21 (t, 1H), 5.30 (s, 2H). LCMS m/z 474.1 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-03533dd59e1b407c922bb2856259d49a
Source noteuspto-grants-2012_11